I never understand sentiments like this at all. If someone is convinced they'll never win another WS, then why be a fan of them? What's the point? Then it just becomes being a "fan" of misery, and I don't get that at all. I suspect a lot of folks went out to Wrigley Field and cheered for the Cubs long before they really even cared if the team won or lost. In this case then, they aren't fans. Sure they are. If you say you're a fan, you basically are. There isn't an entrance exam or a requirement to provide quantifiable proof. The idea of you being a "real fan" might console you personally, but no one else really cares. If the Cubs win the World Series, there will be lots of people celebrating alongside you that you may not deem "real" fans, but again, no one else will care how legit your fandom is or how much you've previously suffered or invested to this point.